$130+ Cheap flights from Toronto (YTO) to O'Hare Intl (ORD)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/29. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — ORD
Oct 18 — Oct 251
Round-trip
1 adult, Economy
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Find cheap flights from Toronto to O'Hare Intl with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Toronto to Chicago O'Hare Intl are usually found in November or February, booked 84 days in advance, depart on a Friday or Thursday and return on a Thursday
Cheap flight deals from Toronto to O'Hare Intl
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Cheapest flights from Toronto to O'Hare IntlExplore the most affordable flight options available from Toronto to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 18, 2026.
Explore the most affordable flight options available from Toronto to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 18, 2026.
This United Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/237:00 am -
Nonstop2h 00m
Sun 10/259:21 pm -
Nonstop1h 38m
Deal found 9/14![United Airlines logo]()
$205
This Trip.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/110:45 am -
1 stop5h 07m
Sun 10/48:45 am -
1 stop6h 05m
Deal found 9/14![Air Canada logo]()
$205
This Air Canada deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/106:50 pm -
Nonstop1h 58m
Tue 10/138:40 pm -
Nonstop1h 46m
Deal found 9/13![Air Canada logo]()
$206
This Booking.com deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/24:00 pm -
1 stop5h 12m
Sun 10/48:40 pm -
Nonstop1h 46m
Deal found 9/18![Air Canada logo]()
$208
This Air Canada deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/234:00 pm -
1 stop5h 12m
Sun 10/2510:15 am -
Nonstop1h 37m
Deal found 9/16![Air Canada logo]()
$212
This Air Canada deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/1312:15 pm -
Nonstop2h 10m
Tue 10/202:00 pm -
Nonstop1h 48m
Deal found 9/18![Air Canada logo]()
$212
This United deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/306:45 am -
Nonstop2h 09m
Tue 11/31:55 pm -
1 stop6h 40m
Deal found 9/15![Multiple Airlines logo]()
$213
This Air Canada deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/712:15 pm -
Nonstop2h 10m
Wed 10/142:00 pm -
Nonstop1h 48m
Deal found 9/16![Air Canada logo]()
$213
This American Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/11:15 pm -
Nonstop2h 05m
Mon 10/54:45 pm -
1 stop4h 55m
Deal found 9/15![American Airlines logo]()
$214
This Trip.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1012:15 pm -
Nonstop2h 10m
Sun 10/112:00 pm -
Nonstop1h 48m
Deal found 9/14![Air Canada logo]()
$214
This Air Canada deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1612:15 pm -
Nonstop2h 10m
Sun 10/182:00 pm -
Nonstop1h 48m
Deal found 9/14![Air Canada logo]()
$215
This Flightnetwork deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/712:25 pm -
Nonstop1h 58m
Wed 10/142:15 pm -
Nonstop1h 46m
Deal found 9/18![Air Canada logo]()
$216
Best flights from Toronto to O'Hare IntlDiscover carefully curated flight deals from Toronto to O'Hare Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 18, 2026.
Discover carefully curated flight deals from Toronto to O'Hare Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 18, 2026.
This United deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/185:55 pm -
Nonstop2h 10m
Thu 11/198:45 am -
Nonstop1h 42m
Deal found 9/13![Multiple Airlines logo]()
$205
This Trip.com deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/112:15 pm -
Nonstop2h 10m
Sun 10/42:00 pm -
Nonstop1h 48m
Deal found 9/13![Air Canada logo]()
$207
This United Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/248:50 am -
Nonstop1h 58m
Mon 10/264:40 pm -
1 stop5h 46m
Deal found 9/14![United Airlines logo]()
$232
This Delta deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/252:26 pm -
1 stop5h 03m
Wed 10/287:00 am -
1 stop3h 19m
Deal found 9/17![Delta logo]()
$237
This Air Canada deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/112:15 pm -
Nonstop2h 10m
Mon 10/52:00 pm -
Nonstop1h 48m
Deal found 9/16![Air Canada logo]()
$213
This United deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/152:45 pm -
Nonstop2h 06m
Fri 10/168:40 pm -
Nonstop1h 46m
Deal found 9/17![Multiple Airlines logo]()
$231
This United Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/87:00 am -
Nonstop2h 00m
Sun 10/119:45 pm -
1 stop11h 19m
Deal found 9/14![United Airlines logo]()
$232
This Air Canada deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1612:15 pm -
Nonstop2h 10m
Mon 10/192:00 pm -
Nonstop1h 48m
Deal found 9/13![Air Canada logo]()
$215
This United deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/199:00 pm -
Nonstop2h 06m
Wed 10/219:55 am -
Nonstop1h 45m
Deal found 9/17![Multiple Airlines logo]()
$231
This United Airlines deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/307:26 pm -
Nonstop2h 22m
Mon 11/26:05 pm -
1 stop4h 47m
Deal found 9/13![United Airlines logo]()
$232
This United Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/211:00 am -
Nonstop2h 00m
Mon 10/56:06 pm -
1 stop4h 48m
Deal found 9/16![United Airlines logo]()
$232
This United deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/315:55 pm -
Nonstop2h 10m
Sat 11/147:05 am -
1 stop6h 40m
Deal found 9/15![Multiple Airlines logo]()
$235
This United Airlines deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/317:44 pm -
1 stop5h 17m
Tue 11/38:50 am -
1 stop4h 35m
Deal found 9/18![United Airlines logo]()
$236
This United Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/209:44 am -
1 stop6h 30m
Sun 11/227:03 am -
Nonstop1h 44m
Deal found 9/15![United Airlines logo]()
$237
This KAYAK deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/66:50 am -
1 stop5h 31m
Wed 10/72:00 pm -
Nonstop1h 48m
Deal found 9/14![Air Canada logo]()
$287
This United deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/212:15 pm -
Nonstop2h 10m
Mon 10/51:55 pm -
1 stop6h 35m
Deal found 9/16![Multiple Airlines logo]()
$302
This United deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2212:15 pm -
Nonstop2h 10m
Tue 10/2710:57 am -
1 stop6h 22m
Deal found 9/14![Multiple Airlines logo]()
$302
This United Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1012:15 pm -
Nonstop2h 10m
Fri 10/1612:55 pm -
1 stop5h 02m
Deal found 9/17![United Airlines logo]()
$300
This United deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/112:15 pm -
Nonstop2h 10m
Sun 10/42:00 pm -
Nonstop1h 48m
Deal found 9/14![Multiple Airlines logo]()
$302
This United Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/1312:15 pm -
Nonstop2h 10m
Tue 10/2012:55 pm -
1 stop5h 02m
Deal found 9/14![United Airlines logo]()
$302
This United deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2112:15 pm -
Nonstop2h 10m
Sat 10/241:55 pm -
1 stop6h 35m
Deal found 9/15![Multiple Airlines logo]()
$302
This KAYAK deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/612:15 pm -
Nonstop2h 10m
Wed 10/72:00 pm -
Nonstop1h 48m
Deal found 9/14![Multiple Airlines logo]()
$302
This Mytrip deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/108:15 am -
1 stop8h 15m
Fri 10/165:30 pm -
2 stops20h 35m
Deal found 9/17![Multiple Airlines logo]()
$519
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:55 pm -
1 stop22h 45m
Wed 10/217:44 pm -
2 stops43h 11m
Deal found 9/16![Multiple Airlines logo]()
$555
This Mytrip deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1011:45 am -
3 stops23h 27m
Sun 10/115:30 pm -
2 stops20h 35m
Deal found 9/14![Multiple Airlines logo]()
$604
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/148:35 am -
2 stops12h 55m
Fri 10/165:30 pm -
1 stop28h 43m
Deal found 9/15![Multiple Airlines logo]()
$679
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/148:35 am -
2 stops12h 55m
Thu 10/155:30 pm -
1 stop22h 45m
Deal found 9/15![Multiple Airlines logo]()
$723
This Mytrip deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/87:00 am -
3 stops35h 38m
Sun 10/115:30 pm -
3 stops27h 55m
Deal found 9/14![Multiple Airlines logo]()
$733
This Mytrip deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/23:45 pm -
2 stops23h 58m
Sun 10/45:30 pm -
3 stops27h 55m
Deal found 9/18![Multiple Airlines logo]()
$747
This Mytrip deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:10 pm -
3 stops27h 02m
Sun 10/43:40 pm -
3 stops24h 35m
Deal found 9/14![Multiple Airlines logo]()
$751
Last-minute flights from Toronto to O'Hare IntlDiscover last-minute flight deals from Toronto to O'Hare Intl. Data last updated September 18, 2026 and is based on user searches.
Discover last-minute flight deals from Toronto to O'Hare Intl. Data last updated September 18, 2026 and is based on user searches.
This Trip.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/110:45 am -
1 stop5h 07m
Sun 10/48:45 am -
1 stop6h 05m
Deal found 9/14![Air Canada logo]()
$205
This American Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/11:15 pm -
Nonstop2h 05m
Mon 10/54:45 pm -
1 stop4h 55m
Deal found 9/15![American Airlines logo]()
$214
This Booking.com deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/24:00 pm -
1 stop5h 12m
Sun 10/48:40 pm -
Nonstop1h 46m
Deal found 9/18![Air Canada logo]()
$208
This Air Canada deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/712:15 pm -
Nonstop2h 10m
Wed 10/142:00 pm -
Nonstop1h 48m
Deal found 9/16![Air Canada logo]()
$213
This Flightnetwork deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/712:25 pm -
Nonstop1h 58m
Wed 10/142:15 pm -
Nonstop1h 46m
Deal found 9/18![Air Canada logo]()
$216
This Air Canada deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/106:50 pm -
Nonstop1h 58m
Tue 10/138:40 pm -
Nonstop1h 46m
Deal found 9/13![Air Canada logo]()
$206
This Trip.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1012:15 pm -
Nonstop2h 10m
Sun 10/112:00 pm -
Nonstop1h 48m
Deal found 9/14![Air Canada logo]()
$214
This Air Canada deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/1312:15 pm -
Nonstop2h 10m
Tue 10/202:00 pm -
Nonstop1h 48m
Deal found 9/18![Air Canada logo]()
$212
This Air Canada deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1612:15 pm -
Nonstop2h 10m
Sun 10/182:00 pm -
Nonstop1h 48m
Deal found 9/14![Air Canada logo]()
$215
This United Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/237:00 am -
Nonstop2h 00m
Sun 10/259:21 pm -
Nonstop1h 38m
Deal found 9/14![United Airlines logo]()
$205
This Air Canada deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/234:00 pm -
1 stop5h 12m
Sun 10/2510:15 am -
Nonstop1h 37m
Deal found 9/16![Air Canada logo]()
$212
This United deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/306:45 am -
Nonstop2h 09m
Mon 11/27:05 am -
1 stop5h 41m
Deal found 9/13![Multiple Airlines logo]()
$213
One-way flights from Toronto to O'Hare IntlSearch for one-way flight options from Toronto to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated September 18, 2026.
Search for one-way flight options from Toronto to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated September 18, 2026.
This United Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/297:00 am -
Nonstop2h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![United Airlines logo]()
$130
This Mytrip deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/2510:35 am -
Nonstop2h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Porter Airlines logo]()
$130
This Flysmarter deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/34:00 pm -
1 stop5h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Air Canada logo]()
$131
This FlightHub deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/284:35 pm -
Nonstop2h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Porter Airlines logo]()
$131
This Trip.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/14:35 pm -
Nonstop2h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Porter Airlines logo]()
$133
This Booking.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/234:00 pm -
1 stop5h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Air Canada logo]()
$134
This FlightHub deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/24:35 pm -
Nonstop2h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Porter Airlines logo]()
$134
This Mytrip deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/294:30 pm -
Nonstop2h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Air Canada logo]()
$135
This Kissandfly.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/17:35 pm -
Nonstop2h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Air Canada logo]()
$135
This Air Canada deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/210:45 am -
1 stop5h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Air Canada logo]()
$136
This Air Canada deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/144:00 pm -
1 stop5h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Air Canada logo]()
$137
This Air Canada deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/3010:45 am -
1 stop5h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Air Canada logo]()
$137
Find flight deals from Toronto to O'Hare Intl
Discover tips and strategies to find the most affordable flight options for your journey from Toronto (YTO) to O'Hare Intl (ORD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 18, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $205 (United Airlines) |
One-way from | $130 (Air Canada) |
Popular in | January |
Cheapest in | November |
Average price | $291 |
Good round-trip deal | $242 or less |
Good one-way deal | $178 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Toronto to O'Hare Intl that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 18, 2026.
Use the filters below to find and compare flights from Toronto to Chicago O'Hare Intl Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
TorontoChicago
YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl
YYZORD
Toronto Pearson Intl
Tue 11/17
10:53 am-11:57 am
Nonstop2h 04m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$130
TorontoChicago
YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl
YYZORD
Toronto Pearson Intl
Sat 11/14
6:45 am-7:54 am
Nonstop2h 09m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$130
TorontoChicago
YTZ Toronto Island - ORD Chicago O'Hare Intl
YTZORD
Toronto Island
Mon 11/23
4:35 pm-5:40 pm
Nonstop2h 05m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$131
TorontoChicago
YTZ Toronto Island - ORD Chicago O'Hare Intl
YTZORD
Toronto Island
Wed 10/28
10:45 am-2:52 pm
1 stop5h 07m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$137
Quickest round-trip
TorontoChicago
YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl
YYZORD
Toronto Pearson Intl
Wed 10/14
11:00 am-12:00 pm
Nonstop2h 00m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$142
TorontoChicago
YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl
YYZORD
Toronto Pearson Intl
Mon 10/5
9:00 pm-10:06 pm
Nonstop2h 06m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$143
TorontoChicago
YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl
YYZORD
Toronto Pearson Intl
Sun 10/25
2:26 pm-6:29 pm
1 stop5h 03m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$147
TorontoChicago
YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl
YYZORD
Toronto Pearson Intl
Mon 10/5
2:24 pm-6:26 pm
1 stop5h 02m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$148
TorontoChicago
YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl
YYZORD
Toronto Pearson Intl
Thu 10/8
6:00 am-12:59 pm
1 stop7h 59m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$148
TorontoChicago
YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl
YYZORD
Toronto Pearson Intl
Thu 10/22
6:00 am-10:29 am
1 stop5h 29m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$148
Showing 1-10 of 59 resultsSorted by cheapest first
Compare providers for flights from Toronto to O'Hare Intl
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Toronto to O'Hare Intl in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Toronto-Chicago O'Hare Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Toronto-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Toronto-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Toronto-Chicago O'Hare Intl Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Toronto-Chicago O'Hare Intl Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Toronto to O'Hare Intl
Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Toronto with our price prediction graph.
YTO-ORD
YYZ-ORD
YTZ-ORD
YHM-ORD
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Toronto to Chicago O'Hare Intl Airport
YTO-ORD
YYZ-ORD
YTZ-ORD
YHM-ORD
What is the cheapest month to book a flight from Toronto to Chicago O'Hare Intl Airport?
Currently, February is the cheapest month in which you can book a flight from Toronto to Chicago O'Hare Intl Airport (average of $275). Flying from Toronto to Chicago O'Hare Intl Airport in October is currently the most expensive (average of $339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from YTO to ORD?
Find hourly flight availability from Toronto to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 18, 2026.
When flying from Toronto to Chicago O'Hare Intl Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 37% versus a flight in the afternoon.
Weekly flight availability from Toronto to Chicago O'Hare Intl Airport
Explore weekly flight availability from Toronto to O'Hare Intl. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated September 18, 2026.
The most flights from YTO to ORD are scheduled on a Thursday (75 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (43 on average).
How much does it cost to fly round-trip from Toronto to Chicago O'Hare Intl Airport?
Airfare is below average for this route at the moment.
Toronto to Chicago O'Hare Intl Airport flights typically cost between $241 and $419 in October.The cheapest round-trip price found within the last 5 days was $205 on United Airlines (Oct 23-Oct 30).
How often are flights from Toronto to Chicago delayed?
About 13% of weekly flights between Toronto and Chicago have experienced delays in the past year, with the average delay time being 139 minutes.
What is the most punctual flight time for Toronto to Chicago flights?
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Thursday tends to have the lowest number of delays on this route, whereas Saturday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Toronto to Chicago flights?
Over the last year, United Airlines have had the lowest number of delays on this route, with just 9% of flights being delayed.
How far ahead should I book a flight from Toronto to Chicago O'Hare Intl Airport?
The best time to book flights from Toronto to Chicago O'Hare Intl Airport is 83 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest day to fly from Toronto to Chicago O'Hare Intl Airport?
Use this chart to determine the cheapest time to fly round-trip from Toronto to O'Hare Intl. Price data was last updated on September 12, 2026.
Travelers seeking maximum savings on their Toronto to Chicago O'Hare Intl Airport flight should consider departing on Sunday at noon when fares are most often at their lowest. Monday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
The best insider tips for Toronto to Chicago O'Hare Intl Airport flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Toronto to Chicago O'Hare Intl Airport trip
Our travel experts
Reviews of airlines servicing O'Hare Intl
Get insights into the airlines that provide service to O'Hare Intl. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to O'Hare Intl. Reviews last updated September 18, 2026.
Read reviews from past customers who have flown Porter Airlines,United Airlines, andAmerican Airlines from Toronto to Chicago O'Hare Intl Airport. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.6
Overall
8.0
Comfort
8.0
Entertainment
6.9
Boarding
8.2
Crew
8.6
Reviews
1 / 20
8.0
ExcellentD,Sep 2026
YHM - YVR
Food
7.6
Overall
8.0
Comfort
8.0
Entertainment
6.9
Boarding
8.2
Crew
8.6
Reviews
1 / 20
8.0
ExcellentD,Sep 2026
YHM - YVR
Food
7.6
Overall
8.0
Comfort
8.0
Entertainment
6.9
Boarding
8.2
Crew
8.6
Reviews
1 / 20
8.0
ExcellentD,Sep 2026
YHM - YVR
Food
7.6
Overall
8.0
Comfort
8.0
Entertainment
6.9
Boarding
8.2
Crew
8.6
Reviews
1 / 20
8.0
ExcellentD,Sep 2026
YHM - YVR
Food
7.6
Overall
8.0
Comfort
8.0
Entertainment
6.9
Boarding
8.2
Crew
8.6
Reviews
1 / 20
8.0
ExcellentD,Sep 2026
YHM - YVR
Related info for your journey
Find useful and relevant information for your journey from Toronto to O'Hare Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago O'Hare Intl Airport?
Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locationsBenton Harbor
Rosemont
Des Plaines
Lake Geneva
Naperville
Glenview
Schaumburg
Oakbrook Terrace
Delavan
Oak Brook
Libertyville
Rockford
Hoffman Estates
Aurora
Beloit
Orland Park
South Holland
Elgin
Racine
Janesville
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Top 4 airlines flying from Toronto to O'Hare Intl
Discover the top 4 airlines that operate flights from Toronto to O'Hare Intl. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$137 | Average$289 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$190 | Average$285 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$193 | Average$319 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$232 | Average$404 | FlexibilityNo cancel fee | On-time52% |